Dimethylzinc solution - 1.0 M in heptane , CAS No.544-97-8

CAS: 544-97-8 Cat. No.: D432886 Molecular Weight: 95.46 Beilstein Registry Number: 3587195 EC Number: 208-884-1 PubChem CID: 11010

GRADE & PURITY 1.0 M in heptane

Synonyms

Dimethylzinc [UN1370] [Spontaneously combustible] | Dimethylzinc, elec. gr. | AXAZMDOAUQTMOW-UHFFFAOYSA-N | DTXSID5060271 | zinc;carbanide | Zinkcarbid | Zn(CH3)2 | DIMETHYL ZINC | (CH3)2Zn | AKOS015914835 | Q414430 | DIMETHYLZINC [MI] | Me2Zn | Dimethyl

Storage

Room temperature

Shipped In

FedEx DG Service

Overview

General Description

Dimethylzinc (Zn(CH 3 ) 2 ) is a methylating reagent used to prepare methylated organic compounds as well as organometallic compounds containing methyl groups . It is also utilized as a reagent to prepare amino alcohols, oximes, and hydrazones from arylamines, alkoxyamines, and dialkylhydrazines respectively, by radical addition reaction in the presence of air and THF.

Application

Dimethylzinc solution can be used as: A catalyst with nickel for the stereoselective C−2 alkenylation and dialkenylation of pyridine derivatives by alkynes to give monoalkenylation products. A reagent with aldehydes and 2-methoxyaniline for the synthesis of enantioselective alkyl and aralkyl secondary amines via one-pot three-component coupling reaction in the presence of zirconium tetraisopropoxide. A methylating reagent for methylation of fluoroalkylated pyruvates in the presence of copper/chiral diphosphine catalyst.

Specifications

Synonyms

Dimethylzinc [UN1370] [Spontaneously combustible] | Dimethylzinc, elec. gr. | AXAZMDOAUQTMOW-UHFFFAOYSA-N | DTXSID5060271 | zinc;carbanide | Zinkcarbid | Zn(CH3)2 | DIMETHYL ZINC | (CH3)2Zn | AKOS015914835 | Q414430 | DIMETHYLZINC [MI] | Me2Zn | Dimethyl

Specifications & Purity

1.0 M in heptane

Storage

Room temperature

Shipped In

FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: [CH3-].[CH3-].[Zn+2]
• IUPAC Name: zinc;carbanide
• InChIKey: JRPGMCRJPQJYPE-UHFFFAOYSA-N
• INCHI: 1S/2CH3.Zn/h2*1H3;/q2*-1;+2
• Isomeric SMILES: [CH3-].[CH3-].[Zn+2]
• WGK Germany: 3
• PubChem CID: 11010
• UN Number: 1370
• Molecular Weight: 95.46
• Beilstein: 3587195

Taxonomic Classification

Taxonomy Tree

• Kingdom Inorganic compounds
  • Superclass Mixed metal/non-metal compounds
    • Class Miscellaneous mixed metal/non-metals

• Kingdom: Inorganic compounds
• Superclass: Mixed metal/non-metal compounds
• Class: Miscellaneous mixed metal/non-metals
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Miscellaneous mixed metal/non-metals
• Alternative Parents: Inorganic salts Carbides
• Molecular Framework: Not available
• Substituents: Carbide - Inorganic salt - Miscellaneous mixed metal/non-metal
• Description: This compound belongs to the class of inorganic compounds known as miscellaneous mixed metal/non-metals. These are inorganic compounds containing non-metal as well as metal atoms but not belonging to afore mentioned classes.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Flash Point(°F): -17 °C
• Flash Point(°C): -17°C
• Boil Point(°C): 44-46 °C
• Molecular Weight: 95.400 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 93.9761 Da
• Monoisotopic Mass: 93.9761 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 3
• Formal Charge: 0
• Complexity: 2.800
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Juntao Wang, Jiajia Liu, Weihua Liu, Ziwang Liu, Qiuhua Wu, Zhi Wang, Hongyuan Yan.  (2023)  A phenyl-functionalized nitrogen-rich magnetic hyper crosslinked polymer for magnetic solid-phase extraction of 5-nitroimidazoles residues in water and fish samples.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2023.108936]

2. Linlu Shen, Pengwei Yan, Jimin Shen, Jing Kang, Yang Shen, Binyuan Wang, Shengxin Zhao, Yingxu Gong, Yabin Li, Yizhen Cheng, Shuyu Wang, Zhonglin Chen.  (2023)  Unexpected decrease of N-Nitrosodimethylamine formation during peroxymonosulfate oxidation: The other side of bromide.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.141658]

3. Linlu Shen, Zhonglin Chen, Jing Kang, Pengwei Yan, Jimin Shen, Binyuan Wang, Shengxin Zhao, Lanbo Bi, Shuyu Wang, Yizhen Cheng.  (2022)  N-nitrosodimethylamine formation during oxidation of N,N-dimethylhydrazine compounds by peroxymonosulfate: Kinetics, reactive species, mechanism and influencing factors.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:35033910] [10.1016/j.jhazmat.2021.128191]

4. Xionghui Ma, Jianping Li, Jinhui Luo, Chunhua Liu, Shuhuai Li.  (2018)  Electrochemical sensor for the determination of dimetridazole using a 3D Cu2O/ErGO-modified electrode.  Analytical Methods,  10  (27): (3380-3385).  [PMID:] [10.1039/C8AY00589C]

5. An-Lin Zhang, Li-Wen Yang, Nian-Fa Yang, Jing Zhang.  (2014)  Synthesis of enantiopure C3-symmetric bulky trialkanolamines and their enantioselective inductivity during the alkynylation of aldehydes.  JOURNAL OF ORGANOMETALLIC CHEMISTRY,      [PMID:] [10.1016/j.jorganchem.2014.10.027]